Abstract
An unprecedented strategy to access highly enantioenriched dihydropyrazoles is described. It involves formal [4+1] cycloadditions of in situ-derived azoalkenes and sulfur ylides catalyzed by a chiral copper/Tol-BINAP complex. A variety of synthetically and biologically important dihydropyrazoles have been obtained with high enantioselectivities (up to 97:3 er) in good yields (83-97%).
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Alkenes / chemistry*
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Azo Compounds / chemistry*
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Catalysis
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Crystallography, X-Ray
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Cyclization
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Models, Molecular
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Molecular Structure
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Organometallic Compounds / chemistry
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Pyrazoles / chemical synthesis*
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Pyrazoles / chemistry
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Stereoisomerism
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Sulfur / chemistry*
Substances
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Alkenes
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Azo Compounds
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Organometallic Compounds
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Pyrazoles
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Sulfur